The shallower hollow seems to be common with people moving to VH. Not sure exactly why, unless it's simply that your mechanics are better when you have a better fitting skate?
Regarding the top of the skate and keeping it open with the pens... what I actually did was just spot heat the top with a heat gun and shove a softball into the top of the skate and threw it in the freezer. MUCH easier to get my foot in. That said, I still use a shoe horn to get my skates on. I don't care how silly I look.
You should always take footbeds out of any skate to dry so you don't get rusty rivets. I always put mine upside down on my drying rack with a fan blowing on all my stuff. Usually dry in a couple hours.